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Limonin

Limonin

Product ID L3550
Cas No. 1180-71-8
Purity ≥98%
Product Unit SizeCostQuantityStock
50 mg $137.70 In stock
100 mg $228.90 In stock
500 mg $749.00 In stock
Bulk Quote

Quicklinks

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  • Product Info
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  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Limonin is a furanolactone found in fruits in the Citrus family. Limonin exhibits antioxidative, anti-inflammatory, hepatoprotective, anticancer, antiviral, anti-parasitic, and immunomodulatory activities. In animal models of hepatic ischemia/reperfusion, limonin upregulates expression of IL-10 and downregulates expression of toll-like receptors 2 and 4 (TLR2, TLR4), MyD88, TRIF, TNF-α, and NF-κB. In colon adenocarcinoma cells, limonin induces mitochondria-dependent apoptosis and inhibits proliferation. Additionally, limonin inhibits expression of HIV-1 and HTLV-1 in infected cells. This compound also exhibits larvicidal activity against species of Aedes and decreases NF-κB activation and CD4+ T cell stimulation in vitro.

Product Info

Cas No.

1180-71-8

Purity

≥98%

Formula

C26H30O8

Formula Wt.

470.52

Chemical Name

8-(3-furyl)decahydro-2,2,4a,8a-tetramethyl-11H,13H- oxireno-[d]pyrano[4',3':3,3a]isobenzofuro[5,4-f][2]- benzopyran-4,6,13-(2H,5aH)-trione

IUPAC Name

(1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione

Synonym

Evodine, Limonoic acid di-δ-lactone, limonoic acid 3,19:16,17-dilactone, Citrolimonin

Melting Point

298-300°C

Solubility

Soluble in ethanol, acetic acid, or DMSO. Slightly soluble in water.

Appearance

White Solid

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

L3550 MSDS PDF

Info Sheet

L3550 Info Sheet PDF

Brochures

TLR Flyer

References

Mahmoud MF, Gamal S, El-Fayoumi HM. Limonin attenuates hepatocellular injury following liver ischemia and reperfusion in rats via toll-like receptor dependent pathway. Eur J Pharmacol. 2014 Oct 5;740:676-82. PMID: 24967531.

Hafeez F, Akram W, Shaalan EA. Mosquito larvicidal activity of citrus limonoids against Aedes albopictus. Parasitol Res. 2011 Jul;109(1):221-9. PMID: 21212981.

Chidambara Murthy KN, Jayaprakasha GK, et al. Citrus limonin and its glucoside inhibit colon adenocarcinoma cell proliferation through apoptosis. J Agric Food Chem. 2011 Mar 23;59(6):2314-23. PMID: 21338095.

Balestrieri E, Pizzimenti F, Ferlazzo A, et al. Antiviral activity of seed extract from Citrus bergamia towards human retroviruses. Bioorg Med Chem. 2011 Mar 15;19(6):2084-9. PMID: 21334901.

Kim W, Fan YY, Smith R, et al. Dietary curcumin and limonin suppress CD4+ T-cell proliferation and interleukin-2 production in mice. J Nutr. 2009 May;139(5):1042-8. PMID: 19321585.

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